The Sailing Academy is the closest sailing school on the Chesapeake Bay to the Washington DC Beltway. Sailing instruction focuses on teaching families and friends to cruise on sailboats. Learn to sail in a fun, friendly atmosphere!

Highlights / Top Offers

Fall Sailing Courses:
ASA 103 Coastal Cruising Nov. 21-23

Bahamas Flotilla

January 2015! Jan

Fractional Sailing

Sail all season on our boats for one low fee. Our club is a great alternative to purchasing your own boat.

Check out our boats  

Members may sign out a boat by clicking here. 


Located just 20 minutes from the Washington D.C. Beltway at beautiful Herrington Harbour North Marina, on the Chesapeake Bay. We are about 20 minutes from Annapolis Maryland and 10 min. from Chesapeake Beach in Calvert County. 45 min. from Northern Virginia

 Contact_Us                  See Course Descriptions

About this site



The Sailing Academy

Phone (410) 867-7177

Fax (410) 510-1125

411 Deale Road

Tracy's Landing, MD 20779


Copyright 2013: The Sailing Academy, Inc.

Learn to sail near Annapolis, our sailing school is mid chesapeake bay on the western shore. We offer fractional sailing, sailing classes, courses, charters, seminars and special clinics. Easily accessible from northern virginia, washington dc, calvert county, central and southern Maryland. We also offer youth sailing camps.